10/15/2026
After styling countless Gen-X women, Boomers, Millennials… I can tell you we actually do all have one thing in common when it comes to personal style:
“What do I wear to _____?”
Girls night, parent-teacher conferences, networking coffee, happy hour, block party, potluck, volunteer, girls lunch, family party…
I like to think of these as the in-between things or the inconsistent one-offs. They’re the things that don’t fit into your standard routine.
And we get really hung up on what we should put on for those things.
We’re making it harder than it needs to be, and I’m going to explain to you how I think about what I wear as a personal stylist for women in midlife
This is your opportunity to borrow my brain.
My first thought is: What is the event? What am I going to be doing? Specifically, am I standing, sitting, walking around. That segues into…
How do I want to feel in my clothes? If I’m sitting, am I going to be comfortable? Is the waistband going to be digging? Am I going to want to carry something in my pocket? Or am I going to carry a purse? What are my hands doing—am I going to be shaking hands or just talking with them?
What is the temperature? Is the AC going to be blasting and I’m going to want a layer?
What kind of shoe do I need?
Details matter. I think about all of these elements in detail when thinking about what to wear to these one-offs. The next time you get ready to go to an event like this, think about these things.
This is the type of thing I talk about all the time so follow for more.